Vacation Homes
68 properties available
Welcome to Mystical Way – Your Slice of Paradise in St. Augustine!Step into the enchanting charm of Mystical Way, a resort-style retreat perfect for families, friends, or couples seeking a memorable getaway. This stunning 4-bedroom, 2-bathroom home is designed for comfort and relaxation, with every detail thoughtfully curated to make your stay trul
Mystical Way Pool Home 4/2 on St. Augustine Beach
House
$206.00 - $799.00 / per night
4
bedrooms
2
baths
12
guests
5
(4)
Brand New Luxury cabin w/ breathtaking mountain views, duckpin bowling, indoor pool, billiards, arcade, theater, hot tub, & community pickleball, basketball, mini-golf, playground! Five ensuite bedrooms w/ space for the entire family to build memories. A terrific location w/ easy access roads. The kids will love the wide-open green spaces &
Dazzling New Lux Bowling Pickleball Pool Mtn Views
Cabin
$569.00 - $4,018.00 / per night
5
bedrooms
5
baths
20
guests
4.9
(24)
Happy Hollow Lodge is the perfect gathering place to create extraordinary memories with family and friends! A total renovation makes this cabin BRAND NEW! Loaded with amenities for hours of fun: Golf Simulator, Arcade games, indoor pool, theater, shuffleboard, and HUGE outdoor firepit area. Luxury dining and family room. You won’t want to leave.
WOW! New Lodge Golf Simulator Sleeps20 Great Loc
House
$579.00 - $3,380.00 / per night
5
bedrooms
6
baths
20
guests
5
(22)
Pet & Family friendly home complete with everything you will need including coffee and firewood for a Smores night! Nestled in a quaint countryside setting, this charming home welcomes you with open arms and promises of relaxation. The interior exudes a timeless charm, with a perfect marriage of country coziness and modern convenience. The kitc
Country Comfort FirePit, Games, BBQ All Dog Breeds
House
$89.00 - $399.00 / per night
3
bedrooms
2
baths
6
guests
5
(2)
This guest house nestled by the river, offers a quaint and charming atmosphere with a cozy ambiance! Imagine waking up to the gentle murmur of the river flowing, with a picturesque view greeting you each morning. The serene natural surroundings creates a perfect retreat for those seeking relaxation and rejuvenation. Inside, you are welcomed with
Riverfront Retreat
Guest House
$59.00 - $239.00 / per night
1
bedrooms
1
baths
4
guests
5
(10)
When it comes to a fantastic location, this two-story home is unbeatable! This pleasant home away from home is conveniently located in a quiet and friendly neighborhood, just steps away from the beautiful Crescent Beach and a short drive away from the city's historic downtown - you will have easy access to great shopping, dining, and attractio
Blue Crescent Beach Retreat
Townhome on the 1st floor
$81.00 - $299.00 / per night
2
bedrooms
1
baths
5
guests
5
(5)
Just a 3 Min Walk to the beach! This charming, two-story octagonal beach home almost feels like being in a tree house and is nestled less than a block away from a pristine stretch of the Atlantic coast. The property boasts a distinctive wrap-around balcony, ideal for taking in the ocean breezes and beach views. Inside is warm and inviting with a st
The Octagon Beach House - 3Min Walk to the Sand
House
$125.00 - $678.00 / per night
3
bedrooms
3
baths
9
guests
4.6
(3)
Stay beachside and soak up the sun at this beautiful coastal condo! Just a short walking distance to the ocean with beach, community pool and hot tub, and tennis court access. After a fun filled day in the sun, retreat to this costal haven and watch the sunset on the balcony or take a short 10-minute drive to Downton St. Augustine and explore all t
Beachfront Community Sunny Walk to Ocean Pool Spa
Condo in a condo on the 3rd floor
$87.00 - $490.00 / per night
2
bedrooms
2
baths
5
guests
5
(24)
Heated Pool & Jacuzzi! Welcome to the ultimate entertainment haven, where every corner of this property is designed to thrill and delight. Situated on sprawling grounds, this massive home is a masterpiece of leisure and fun, promising endless entertainment for you and your guests. Upon entry, modern elegance meets comfortable living in perfect
Events Venue
Events Venue
This property doubles as a small events venue, to learn more visit the "Weddings + Events" tab in our website menu!"
Heated Pool & Jacuzzi Tiki Bar Dog Friendly
House
$225.00 - $1,600.00 / per night
5
bedrooms
2
baths
12
guests
5
(7)
Gather friends and family at your Vilano Beach Paradise! Private beach access, new pool swim spa and hot tub, lighthouse themed game room & theater, colorful coastal bedrooms, EPIC kids bunk with tube slide, firepit, and mini-golf! Most fun in St Augustine! 5 bedrooms for 14 guests. Savor cocktails at the kitchen island, enjoy Florida Loft Nint
Beachside Hot Tub/Swim Spa Lighthouse Arcade Theater Firepit
House
$299.00 - $1,817.00 / per night
5
bedrooms
4
baths
14
guests
5
(18)
Escape to this brand new, luxurious mountain getaway! Enjoy a stacked game-room, dip in the indoor pool, unwind in the hot tub, relax by the outdoor fireplace, or maybe snap a photo with baby bear! Embrace the mountains, grill among the trees, or chill in the comfy theater seats while making lasting memories. There’s something for everyone to enjoy
“Beary” Luxe - Brand New Arcade Pool Spa Retreat
House
$309.00 - $1,540.00 / per night
3
bedrooms
3
baths
12
guests
5
(20)
Escape to excellence in this exceptional pool home on Egret, offering breathtaking views from your private backyard oasis! Nestled along the 11th hole of The Cypress Knoll Golf Course, this spacious 3-bedroom home (plus office) provides over 2,200 square feet of luxurious living.The master bedroom is a true retreat, boasting double tray ceilings, a
Palm Coast Pool Paradise
House
$140.00 - $599.00 / per night
4
bedrooms
2
baths
10
guests
5
(3)
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